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it looks like a square (butane) with CH-CH3 and an OH on that CH in the top right hand corner of the square

2006-07-05 09:57:10 · 7 answers · asked by limitedgirl_t 3 in Science & Mathematics Chemistry

i should have added that it was being reacted with H2SO4 in the presence of heat. it was a multiple choice Q and none of the answers on here are any of the choices.

2006-07-05 10:45:08 · update #1

http://jeffrey.bjorklund.faculty.noctrl.edu/Organic/Organic%203/review/222_rev_1a.pdf
it looks like figure D ethlycyclobutanol reacted with H2SO4/ Heat! yea took me forever b/c i thought that was position 2 not 1!

2006-07-05 20:54:43 · update #2

7 answers

Ethylidene cyclobutane is probably one of the products CH3CH=C4H6, but I wouldn't be surprised if it rearranged to 1-methyl-1-cyclopentene. Hydride shift is not the only thing that happens to stabilize carbonium ions, so while the secondary C+ that first forms might try to take a hydride from the ring, leaving the cyclobutyl carbonium ion, that tertiary C+ has a lot of strain...the whole ring is strained (the sp3 orbitals overlap poorly)...and the strain could be relieved by a methide shift of either "next" ring carbon to the secondary C+ (on the original ethyl group). The result would still only be a secondary C+, but the gain in strain-free improved overlap would make up for the otherwise "even" exchange. A hydride shift would give the nicely shaped tertiary C+ of the new methyl cyclopentyl framework, with final ejection of a proton from the ring leaving the more highly substituted alkene (1-methyl-1-cyclopentene).

2006-07-05 17:54:33 · answer #1 · answered by questor_2001 3 · 0 0

Your question seems confusing. The compound u're describing,is it the reactant or the product?

You said it's "butane", does it have 4 carbons? it is straight chain or substituted? If it's straight chain, is OH group on the second carbon, so 2-butanol? If it's substituted, can u count which carbon is the most substituted and what the substitutes are? I'm guessing 2-methyl-2-propanol, there are 3 CH3- and 1 -OH groups on C, not CH. IF it's CH, it could be 2-propanol [that's 3 carbon]

2006-07-05 10:24:52 · answer #2 · answered by nickyTheKnight 3 · 0 0

If it was a multiple-choice answer, can you list the choices that were given?

In the absense of that, I'm guessing you mean something like the reaction shown in the following image: http://img.photobucket.com/albums/v481/splowey/science%20and%20school%20stuff/methylcyclobutene.gif

Note that there are two possible locations for the double bond; it's been a while since orgo, but I'd choose the bond where it's shown in that image rather than on the ring b/c (a) both positions for the double bond are equally substituted (if they weren't, you'd want to follow Saytzeff's rule) and (b) double bonds on small rings = ring strain = unfavorable.

Sorry, I don't remember my naming rules well enough to be able to name that final molecule.

2006-07-05 15:26:20 · answer #3 · answered by jen 1 · 0 0

Figure out how to draw it and maybe I give you a better answer nut I think

2-ethylene cyclobutane

Dehydrate the alcohol, remove the OH and a hydrogen, from the most substituted position near the alcohol using Markovinikov's rule and you get an alkene

2006-07-05 12:27:36 · answer #4 · answered by satanorsanta 3 · 0 0

you're talking about cyclo-butanol. reacting it with concentrated H2SO4. heating this will give you water (the OH from the alcohol and one proton from the acid) and leave you with a bisulfate coming off that carbon, if wikipedia is to be believed, im not sure.....

2006-07-05 11:30:58 · answer #5 · answered by The Frontrunner 5 · 0 0

well im a little confused by your question but I think what your talking about is propanol

2006-07-05 10:15:37 · answer #6 · answered by BeC 4 · 0 0

product isbut-2-ene

2006-07-05 17:42:15 · answer #7 · answered by toefl 2 · 0 0

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